JP5079818B2 - Hcvおよび関連するウイルス疾患の治療または予防のための4,5−環インドール誘導体 - Google Patents
Hcvおよび関連するウイルス疾患の治療または予防のための4,5−環インドール誘導体 Download PDFInfo
- Publication number
- JP5079818B2 JP5079818B2 JP2009542835A JP2009542835A JP5079818B2 JP 5079818 B2 JP5079818 B2 JP 5079818B2 JP 2009542835 A JP2009542835 A JP 2009542835A JP 2009542835 A JP2009542835 A JP 2009542835A JP 5079818 B2 JP5079818 B2 JP 5079818B2
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- Prior art keywords
- alkyl
- nhso
- compound
- aryl
- heteroaryl
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- 0 *c1cc(cc[n]2)c2nc1 Chemical compound *c1cc(cc[n]2)c2nc1 0.000 description 61
- FLKBNILXXMIRFX-UHFFFAOYSA-N CC(C(C)=CN1)=CC1=O Chemical compound CC(C(C)=CN1)=CC1=O FLKBNILXXMIRFX-UHFFFAOYSA-N 0.000 description 3
- MVKDNXIKAWKCCS-UHFFFAOYSA-N CC1=CC=CNC1=O Chemical compound CC1=CC=CNC1=O MVKDNXIKAWKCCS-UHFFFAOYSA-N 0.000 description 3
- FTZFIWWLBDDFGF-UHFFFAOYSA-N CC(C(F)=CN1)=CC1=O Chemical compound CC(C(F)=CN1)=CC1=O FTZFIWWLBDDFGF-UHFFFAOYSA-N 0.000 description 2
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- XLAFKBXUNAYWQC-UHFFFAOYSA-N Cc(c(F)c1)cc2c1[nH]nc2N Chemical compound Cc(c(F)c1)cc2c1[nH]nc2N XLAFKBXUNAYWQC-UHFFFAOYSA-N 0.000 description 2
- CTCHXZUMFHNSHM-UHFFFAOYSA-N Cc(cc1)cc(N2)c1NC2=O Chemical compound Cc(cc1)cc(N2)c1NC2=O CTCHXZUMFHNSHM-UHFFFAOYSA-N 0.000 description 2
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- BCBPIZWEWHKVDQ-UHFFFAOYSA-N CC(C1C)c2c1nn[nH]2 Chemical compound CC(C1C)c2c1nn[nH]2 BCBPIZWEWHKVDQ-UHFFFAOYSA-N 0.000 description 1
- LSTQTJVLENRHOC-UHFFFAOYSA-N CC(c(cccc1)c1N)SC Chemical compound CC(c(cccc1)c1N)SC LSTQTJVLENRHOC-UHFFFAOYSA-N 0.000 description 1
- VZZJXQBDOKUWJA-UHFFFAOYSA-N CC(c1cccc2c1nc[nH]2)=C Chemical compound CC(c1cccc2c1nc[nH]2)=C VZZJXQBDOKUWJA-UHFFFAOYSA-N 0.000 description 1
- FMLFRMWXGHLDCE-UHFFFAOYSA-N CC(c1ccnc2c1ccnn2)=C Chemical compound CC(c1ccnc2c1ccnn2)=C FMLFRMWXGHLDCE-UHFFFAOYSA-N 0.000 description 1
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- PPRQBIRLFNSEAU-ASXYILGKSA-N CC1(C)c(ccc2c3c(/C(/C(N)=O)=C/C=C\C)c(C(O)O)[n]2Cc2cc4ccccc4nc2Cl)c3OC1 Chemical compound CC1(C)c(ccc2c3c(/C(/C(N)=O)=C/C=C\C)c(C(O)O)[n]2Cc2cc4ccccc4nc2Cl)c3OC1 PPRQBIRLFNSEAU-ASXYILGKSA-N 0.000 description 1
- GISZIMZJUWRYIR-UHFFFAOYSA-N CC1=CC2NC=NC2CC1F Chemical compound CC1=CC2NC=NC2CC1F GISZIMZJUWRYIR-UHFFFAOYSA-N 0.000 description 1
- ODOVRBRKOVVHFS-UHFFFAOYSA-N CC1=CC=NC2=CNC=CN12 Chemical compound CC1=CC=NC2=CNC=CN12 ODOVRBRKOVVHFS-UHFFFAOYSA-N 0.000 description 1
- UARNRWLLDSQSBB-UHFFFAOYSA-N CCC(C)Cc(cc(cc1)Cl)c1Cl Chemical compound CCC(C)Cc(cc(cc1)Cl)c1Cl UARNRWLLDSQSBB-UHFFFAOYSA-N 0.000 description 1
- PTMVFRKAMOUORT-UHFFFAOYSA-N CCc(c(N)c1)ccc1N Chemical compound CCc(c(N)c1)ccc1N PTMVFRKAMOUORT-UHFFFAOYSA-N 0.000 description 1
- ZSIMBMYNZHSZGJ-UHFFFAOYSA-N CCc(cc(cc1)N)c1N Chemical compound CCc(cc(cc1)N)c1N ZSIMBMYNZHSZGJ-UHFFFAOYSA-N 0.000 description 1
- MJTYPPBFTMKLGA-UHFFFAOYSA-N CCc(ccc(Cl)c1)c1Cl Chemical compound CCc(ccc(Cl)c1)c1Cl MJTYPPBFTMKLGA-UHFFFAOYSA-N 0.000 description 1
- MEMBJMDZWKVOTB-UHFFFAOYSA-N CCc1ccc(C)cc1C Chemical compound CCc1ccc(C)cc1C MEMBJMDZWKVOTB-UHFFFAOYSA-N 0.000 description 1
- XAWJTNCEMPZPGU-UHFFFAOYSA-N CN(C)CC1=CC=CNC1=O Chemical compound CN(C)CC1=CC=CNC1=O XAWJTNCEMPZPGU-UHFFFAOYSA-N 0.000 description 1
- KPKPQNCSHKTVSF-UHFFFAOYSA-N COC(C(C1)=Cc2c1ccc1c2SCC1)=O Chemical compound COC(C(C1)=Cc2c1ccc1c2SCC1)=O KPKPQNCSHKTVSF-UHFFFAOYSA-N 0.000 description 1
- ALTITKDJJHISFZ-UHFFFAOYSA-N COc(nc1)cc(C[N+]([O-])=O)c1F Chemical compound COc(nc1)cc(C[N+]([O-])=O)c1F ALTITKDJJHISFZ-UHFFFAOYSA-N 0.000 description 1
- SMJGDOBFOCHGEN-UHFFFAOYSA-N CSSc1ccccc1F Chemical compound CSSc1ccccc1F SMJGDOBFOCHGEN-UHFFFAOYSA-N 0.000 description 1
- BCPVIZOAYWVCSF-UHFFFAOYSA-N C[BrH]C(C(CCC1)C1CC1)C1N Chemical compound C[BrH]C(C(CCC1)C1CC1)C1N BCPVIZOAYWVCSF-UHFFFAOYSA-N 0.000 description 1
- WFYJWGYCBGYOIB-JVPSVYLMSA-N C[C@@H](CC=CC=C12)C1=C(C1)C1C1c3c4c2c(C(O)=O)[n](Cc(cc(cc(C)cc2)c2n2)c2O)c4cc(F)c3C=C1 Chemical compound C[C@@H](CC=CC=C12)C1=C(C1)C1C1c3c4c2c(C(O)=O)[n](Cc(cc(cc(C)cc2)c2n2)c2O)c4cc(F)c3C=C1 WFYJWGYCBGYOIB-JVPSVYLMSA-N 0.000 description 1
- RINZXSWBCADDON-UHFFFAOYSA-N Cc([nH]1)cc2c1nccc2CN=C Chemical compound Cc([nH]1)cc2c1nccc2CN=C RINZXSWBCADDON-UHFFFAOYSA-N 0.000 description 1
- FUNUTBJJKQIVSY-UHFFFAOYSA-N Cc(c(Cl)c1)ccc1Cl Chemical compound Cc(c(Cl)c1)ccc1Cl FUNUTBJJKQIVSY-UHFFFAOYSA-N 0.000 description 1
- MPXDAIBTYWGBSL-UHFFFAOYSA-N Cc(c(F)c1)ccc1F Chemical compound Cc(c(F)c1)ccc1F MPXDAIBTYWGBSL-UHFFFAOYSA-N 0.000 description 1
- MGRHBBRSAFPBIN-UHFFFAOYSA-N Cc(c(F)c1)ccc1N Chemical compound Cc(c(F)c1)ccc1N MGRHBBRSAFPBIN-UHFFFAOYSA-N 0.000 description 1
- HGOFGTAFCWLANA-UHFFFAOYSA-N Cc(cc(c(C(F)(F)F)c1)I)c1F Chemical compound Cc(cc(c(C(F)(F)F)c1)I)c1F HGOFGTAFCWLANA-UHFFFAOYSA-N 0.000 description 1
- MWFHUUYNKQVJDU-UHFFFAOYSA-N Cc1c2[s]cnc2ccc1N Chemical compound Cc1c2[s]cnc2ccc1N MWFHUUYNKQVJDU-UHFFFAOYSA-N 0.000 description 1
- UFLPRPRRGZVFHG-UHFFFAOYSA-N Cc1cc(Cl)ccc1C1[IH]C1 Chemical compound Cc1cc(Cl)ccc1C1[IH]C1 UFLPRPRRGZVFHG-UHFFFAOYSA-N 0.000 description 1
- DJCJHFFRHKGOCQ-UHFFFAOYSA-N Cc1cc(cc[nH]2)c2nc1 Chemical compound Cc1cc(cc[nH]2)c2nc1 DJCJHFFRHKGOCQ-UHFFFAOYSA-N 0.000 description 1
- VUUJUMZCZFHRFZ-UHFFFAOYSA-N Cc1cc(cn[nH]2)c2nc1 Chemical compound Cc1cc(cn[nH]2)c2nc1 VUUJUMZCZFHRFZ-UHFFFAOYSA-N 0.000 description 1
- GWHJZXXIDMPWGX-UHFFFAOYSA-N Cc1ccc(C)c(C)c1 Chemical compound Cc1ccc(C)c(C)c1 GWHJZXXIDMPWGX-UHFFFAOYSA-N 0.000 description 1
- IVSZLXZYQVIEFR-UHFFFAOYSA-N Cc1cccc(C)c1 Chemical compound Cc1cccc(C)c1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N Cc1ccccc1C Chemical compound Cc1ccccc1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- IBSQPLPBRSHTTG-UHFFFAOYSA-N Cc1ccccc1Cl Chemical compound Cc1ccccc1Cl IBSQPLPBRSHTTG-UHFFFAOYSA-N 0.000 description 1
- ORLGLBZRQYOWNA-UHFFFAOYSA-N Cc1ccnc(N)c1 Chemical compound Cc1ccnc(N)c1 ORLGLBZRQYOWNA-UHFFFAOYSA-N 0.000 description 1
- SVSYTDAHZIRUPE-UHFFFAOYSA-N Cc1ccnc2c1ccnn2 Chemical compound Cc1ccnc2c1ccnn2 SVSYTDAHZIRUPE-UHFFFAOYSA-N 0.000 description 1
- CVEAAUAFISZRDR-UHFFFAOYSA-N Cc1ccnc2c1cn[nH]2 Chemical compound Cc1ccnc2c1cn[nH]2 CVEAAUAFISZRDR-UHFFFAOYSA-N 0.000 description 1
- IPWBFGUBXWMIPR-UHFFFAOYSA-N Fc1ccccc1Br Chemical compound Fc1ccccc1Br IPWBFGUBXWMIPR-UHFFFAOYSA-N 0.000 description 1
- VABSWNWVLDBXIF-UHFFFAOYSA-N O=CC1=C2SC=CC2=CCC1 Chemical compound O=CC1=C2SC=CC2=CCC1 VABSWNWVLDBXIF-UHFFFAOYSA-N 0.000 description 1
- GGSURPZCTNVEBJ-UHFFFAOYSA-O [NH3+]c1c(C=N)c(C2CC2)ccc1 Chemical compound [NH3+]c1c(C=N)c(C2CC2)ccc1 GGSURPZCTNVEBJ-UHFFFAOYSA-O 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/407—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with other heterocyclic ring systems, e.g. ketorolac, physostigmine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Virology (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Gastroenterology & Hepatology (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US87687706P | 2006-12-22 | 2006-12-22 | |
US60/876,877 | 2006-12-22 | ||
PCT/US2007/025754 WO2008082484A1 (en) | 2006-12-22 | 2007-12-17 | 4,5-ring annulated indole derivatives for treating or preventing of hcv and related viral infections |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2010513490A JP2010513490A (ja) | 2010-04-30 |
JP2010513490A5 JP2010513490A5 (pt) | 2010-10-14 |
JP5079818B2 true JP5079818B2 (ja) | 2012-11-21 |
Family
ID=39186835
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2009542835A Expired - Fee Related JP5079818B2 (ja) | 2006-12-22 | 2007-12-17 | Hcvおよび関連するウイルス疾患の治療または予防のための4,5−環インドール誘導体 |
Country Status (18)
Country | Link |
---|---|
US (1) | US8557848B2 (pt) |
EP (1) | EP2064180B1 (pt) |
JP (1) | JP5079818B2 (pt) |
KR (1) | KR20090094154A (pt) |
CN (1) | CN101631773A (pt) |
AR (1) | AR064428A1 (pt) |
AU (1) | AU2007339382B2 (pt) |
BR (1) | BRPI0720625A2 (pt) |
CA (1) | CA2673249C (pt) |
CL (1) | CL2007003686A1 (pt) |
CO (1) | CO6190515A2 (pt) |
EC (1) | ECSP099447A (pt) |
MX (1) | MX2009006880A (pt) |
NO (1) | NO20092742L (pt) |
PE (1) | PE20081608A1 (pt) |
RU (1) | RU2009127855A (pt) |
TW (1) | TW200831496A (pt) |
WO (1) | WO2008082484A1 (pt) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2011524359A (ja) * | 2008-06-13 | 2011-09-01 | シェーリング コーポレイション | 3環式インドール誘導体およびその使用方法 |
Families Citing this family (39)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20110104109A1 (en) * | 2005-07-13 | 2011-05-05 | Frank Bennett | Tetracyclic indole derivatives and their use for treating or preventing viral infections |
EP2064180B1 (en) | 2006-12-22 | 2016-07-13 | Merck Sharp & Dohme Corp. | 4,5-ring annulated indole derivatives for treating or preventing of hcv and related viral infections |
MX2009006877A (es) | 2006-12-22 | 2009-09-28 | Schering Corp | Derivados indolicos con anillo unido en las posiciones 5,6 y metodos de uso de los mismos. |
EP2064181A1 (en) | 2006-12-22 | 2009-06-03 | Schering Corporation | 4, 5-ring annulated indole derivatives for treating or preventing of hcv and related viral infections |
EP2197842B1 (en) * | 2007-08-29 | 2012-05-23 | Schering Corporation | 2, 3-substituted indole derivatives for treating viral infections |
CN101842374A (zh) | 2007-08-29 | 2010-09-22 | 先灵公司 | 用于治疗病毒感染的2,3-取代的氮杂吲哚衍生物 |
AU2008295484B2 (en) * | 2007-08-29 | 2013-09-26 | Merck Sharp & Dohme Llc | Substituted indole derivatives and methods of use thereof |
US8765757B2 (en) * | 2007-11-16 | 2014-07-01 | Merck Sharp & Dohme Corp. | 3-heterocyclic substituted indole derivatives and methods of use thereof |
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JP2011524359A (ja) * | 2008-06-13 | 2011-09-01 | シェーリング コーポレイション | 3環式インドール誘導体およびその使用方法 |
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PE20081608A1 (es) | 2008-11-12 |
US8557848B2 (en) | 2013-10-15 |
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CA2673249C (en) | 2013-04-30 |
KR20090094154A (ko) | 2009-09-03 |
MX2009006880A (es) | 2009-07-03 |
RU2009127855A (ru) | 2011-01-27 |
WO2008082484A1 (en) | 2008-07-10 |
EP2064180B1 (en) | 2016-07-13 |
CN101631773A (zh) | 2010-01-20 |
US20100098661A1 (en) | 2010-04-22 |
CO6190515A2 (es) | 2010-08-19 |
EP2064180A1 (en) | 2009-06-03 |
BRPI0720625A2 (pt) | 2014-03-25 |
CL2007003686A1 (es) | 2008-06-27 |
ECSP099447A (es) | 2009-07-31 |
CA2673249A1 (en) | 2008-07-10 |
AU2007339382A1 (en) | 2008-07-10 |
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AR064428A1 (es) | 2009-04-01 |
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